(2-{[(2R)-3-(hexadecanoyloxy)-2-[(3-{4-[(1E,3E,5E)-6-phenylhexa-1,3,5-trien-1-yl]phenyl}propanoyl)oxy]propyl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 176189
• Molecular Formular: C45H68NO8P
• Molecular Mass: 781.997081
• Monoisotopic Mass: 781.46825477
• SMILES: [C@@H](COP(=O)(OCC[N+](C)(C)C)[O-])(OC(=O)CCc1ccc(cc1)/C=C/C=C/C=C/c1ccccc1)COC(=O)CCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCc1ccc(cc1)/C=C/C=C/C=C/c1ccccc1)COP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C45H68NO8P/c1-5-6-7-8-9-10-11-12-13-14-15-16-24-29-44(47)51-38-43(39-53-55(49,50)52-37-36-46(2,3)4)54-45(48)35-34-42-32-30-41(31-33-42)28-21-18-17-20-25-40-26-22-19-23-27-40/h17-23,25-28,30-33,43H,5-16,24,29,34-39H2,1-4H3/b18-17+,25-20+,28-21+/t43-/m1/s1
• InChIKey: KUICZDXXMCRPHS-LZYLQXPQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R)-3-(hexadecanoyloxy)-2-[(3-{4-[(1E,3E,5E)-6-phenylhexa-1,3,5-trien-1-yl]phenyl}propanoyl)oxy]propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(2R)-3-(hexadecanoyloxy)-2-[(3-{4-[(1E,3E,5E)-6-phenylhexa-1,3,5-trien-1-yl]phenyl}propanoyl)oxy]propyl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: [R-(E,E,E)]-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[1-oxo-3-[4-(6-phenyl-1,3,5-hexatrienyl)phenyl]propoxy]-3,5,9-trioxa-4-phosphapentacosan-1-aminium Inner Salt 4-Oxide; (7R)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[1-oxo-3-[4-[(1E,3E,5E)-6-phenyl-1,3,5-hexatrien-1-yl]phenyl]propoxy]-3,5,9-trioxa-4-phosphapentacosan-1-aminium Inner Salt 4-Oxide; 1-Palmitoyl-2-[3-(diphenylhexatriene)propanoyl]-sn-phosphatidylcholine

Database IDs

• CAS Number: 98014-38-1
• PubChem SID: 164232099
• PubChem CID: 6439934

CALCULATED PROPERTIES

• Acid pKa: 1.8550572
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 9.330552
• LogD (pH = 7.4): 9.330648
• Log P: 7.307049
• Molar Refractivity: 236.8401 cm^3
• Polarizability: 88.09973 Å^3
• Polar Surface Area: 111.19 Å^2
• Rotatable Bonds: 33
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P156600

1-Palmitoyl-2-[3-(diphenylhexatriene)propanoyl]-sn-phosphatidylcholine is a phosphatidylcholine containing fluorescent probe used in the the continuous determination of surface lipid oxidation of lipoproteins and plasma.

REFERENCES

• Hofer, G. et al.: Free Rad. Res., 23, 317 (1995)
• Smith, E.A. et al.: Biophys. Chem., 147, 20 (1995)